Heating 3,3-dimethylbut-1-ene with strictly anhydrous gas yields a major substitution product. Which distinct rearrangement dictates this final chemical structure?

Question

Heating 3,3-dimethylbut-1-ene with strictly anhydrous $HCl$ gas yields a major substitution product. Which distinct rearrangement dictates this final chemical structure?

Prashant Kotian · Accepted Answer

Correct answer: B. Initial protonation forms a carbocation adjacent to a quaternary carbon. A rapid 1,2-methyl shift generates a significantly more stable carbocation, which is subsequently attacked by yielding 2-chloro-2,3-dimethylbutane.

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